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About the Role

FSRA is seeking a strategic leader to provide business ownership and program direction for the Property & Casualty Auto Transformation Program. This multi-year initiative aims to modernize auto insurance regulation by implementing a new supervisory technology platform and future-state operating model, ultimately strengthening regulatory effectiveness and improving consumer outcomes.

Responsibilities

Lead the delivery of FSRA's Auto Transformation Program, ensuring successful implementation of the new supervisory technology platform, associated business processes, and future-state operating model.
Establish and maintain program governance, executive reporting, performance measures, and oversight mechanisms.
Manage program scope, budget, timelines, risks, dependencies, and resource requirements.
Lead implementation planning, readiness assessments, operational transition activities, and post-implementation stabilization.
Provide strategic advice and recommendations to senior leadership on program direction, delivery risks, and transformation opportunities.
Lead the design of the future-state supervisory operating model supporting risk-based regulation and insurer accreditation.
Work across supervision, actuarial, policy, legal, operations, and technology teams to redesign business processes and improve regulatory effectiveness.
Ensure the transformation supports enhanced supervisory capabilities, proactive oversight, market intelligence, and consumer outcome monitoring.
Drive process simplification, automation, standardization, and continuous improvement across regulatory operations.
Partner with Information Technology, vendors, and system integrators to ensure business requirements are effectively translated into technology solutions.
Champion the use of automation, artificial intelligence, workflow technologies, and advanced analytics to improve supervisory effectiveness and efficiency.
Guide development of capabilities including risk-based filing triage and decisioning, regulatory workflow and case management, supervisory analytics and market intelligence, AI-assisted supervision, digital insurer experience and self-service functionality and enterprise reporting and regulatory intelligence capabilities.
Serve as the primary business lead for stakeholder engagement related to the transformation program.
Build and maintain strong relationships with insurers, industry associations, technology partners, and other stakeholders.
Lead organizational change management, communications, training, and adoption activities.
Represent FSRA at industry forums, conferences, working groups, and stakeholder engagements.
Monitor achievement of expected outcomes, including reduced filing review cycle times, increased supervisory capacity, improved stakeholder experience, enhanced regulatory intelligence, greater operational efficiency and improved market oversight capabilities.
Establish and maintain a comprehensive governance and performance management framework, including KPI tracking, outcome measurement, benefits realization, and executive reporting.
Lead and develop a team responsible for transformation delivery, business modernization, and strategic initiatives.
Foster collaboration across supervision, actuarial, policy, legal, operations, data, and technology teams.
Contribute to the ongoing evolution of FSRA's Auto Insurance Supervisory Model and broader regulatory modernization efforts.
Champion innovation, accountability, continuous improvement, and evidence-based decision-making.

Requirements

University degree in business, public administration, technology, finance, insurance, economics, engineering, or a related field or an equivalent combination or education and experience.
10+ years of progressive leadership experience within the property and casualty insurance sector, financial services, regulatory environment, or a similarly complex operating environment.
Demonstrated experience leading major business and technology transformation initiatives.
Experience leading complex organizational change and business transformation initiatives impacting both internal and external stakeholders.
Experience leveraging technology, analytics, automation, and artificial intelligence to improve business outcomes.
Executive-level experience serving as a senior business lead, program owner, or transformation sponsor for complex, enterprise-scale technology implementations.
Proven ability to engage effectively with executive leadership, external vendors, industry stakeholders, and governance bodies.
Advanced understanding of the property and casualty insurance sector, including regulatory environments, market dynamics, emerging risks, and industry trends.
Deep knowledge of digital transformation, operating model design, business process modernization, technology-enabled service delivery, and implementation best practices.
Strong understanding of supervisory frameworks, risk-based regulation, governance models, accountability structures, and performance measurement disciplines.
Exceptional strategic judgement, enterprise program leadership, decision-making, and stakeholder relationship management capabilities.
Highly effective communication, executive briefing, negotiation, and influencing skills.
Ability to synthesize complex business, regulatory, operational, and technology issues into clear recommendations, practical implementation strategies, and measurable outcomes.
Demonstrated record of successfully leading large-scale transformation and change initiatives, while building engaged, accountable, and high-performing teams.

Skills

Automation
Artificial intelligence
Workflow technologies
Advanced analytics
Risk-based filing triage and decisioning
Regulatory workflow and case management
Supervisory analytics and market intelligence
AI-assisted supervision
Digital insurer experience and self-service functionality
Enterprise reporting and regulatory intelligence
Digital transformation
Operating model design
Business process modernization
Technology-enabled service delivery
Implementation best practices
Supervisory frameworks
Risk-based regulation
Governance models
Accountability structures
Performance measurement
Strategic judgement
Enterprise program leadership
Decision-making
Stakeholder relationship management
Communication
Executive briefing
Negotiation
Influencing skills

Location

Onsite

Work Type

Full-time
Regular

Experience Level

10+ years of progressive leadership experience
Executive-level experience

Education Level

University degree in business, public administration, technology, finance, insurance, economics, engineering, or a related field or an equivalent combination or education and experience
Master's degree, project management designation, or relevant professional designation considered an asset

Salary/Compensations

$149,000-$199,000

Benefits

Employer-matched defined benefit pension plan
Comprehensive and competitive benefits plan
Learning and development opportunities
Wellbeing support
Diversity, equity, inclusion and belonging initiatives
Community giving programs

About the Company

FSRA's vision is to ensure financial safety, fairness, and choice for Ontarians.
As a financial services regulator, FSRA is passionate about protecting consumers.
FSRA's principles-based approach allows for quick and effective response to the changing needs of consumers and the industry.
The team combines industry expertise with a commitment to public service.
FSRA attracts individuals interested in meaningful work who measure success through outcomes, not inputs.
FSRA invests in the personal and professional growth of its team.

Equal Opportunity

FSRA is committed to ensuring equity in employment.
Our goal is to create a diverse, inclusive workforce that reflects the communities we serve and to ensure our services and communications are accessible to all individuals.
Accommodation is available under the Ontario Human Rights Code.